JP5907944B2 - 溶液加工可能な、ドープされたトリアリールアミン正孔注入材料 - Google Patents
溶液加工可能な、ドープされたトリアリールアミン正孔注入材料 Download PDFInfo
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- 239000000243 solution Substances 0.000 title claims description 25
- 239000007924 injection Substances 0.000 title claims description 24
- 238000002347 injection Methods 0.000 title claims description 24
- 239000000463 material Substances 0.000 title description 50
- 125000005259 triarylamine group Chemical group 0.000 title description 11
- 239000010410 layer Substances 0.000 claims description 110
- 125000003118 aryl group Chemical group 0.000 claims description 100
- 239000012044 organic layer Substances 0.000 claims description 83
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 38
- 239000012454 non-polar solvent Substances 0.000 claims description 38
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 35
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 30
- 125000003545 alkoxy group Chemical group 0.000 claims description 23
- 125000001072 heteroaryl group Chemical group 0.000 claims description 22
- 125000004104 aryloxy group Chemical group 0.000 claims description 17
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 15
- 230000005525 hole transport Effects 0.000 claims description 13
- 238000000151 deposition Methods 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 10
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 10
- 230000000903 blocking effect Effects 0.000 claims description 10
- 150000002825 nitriles Chemical class 0.000 claims description 10
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 10
- 125000006757 (C2-C30) heterocyclic group Chemical group 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 238000004528 spin coating Methods 0.000 claims description 8
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 claims description 5
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 5
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims description 5
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 5
- 125000003367 polycyclic group Chemical group 0.000 claims description 5
- 125000003944 tolyl group Chemical group 0.000 claims description 5
- 239000008096 xylene Substances 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 4
- 238000007641 inkjet printing Methods 0.000 claims description 3
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 description 72
- 125000000217 alkyl group Chemical group 0.000 description 42
- 239000000370 acceptor Substances 0.000 description 41
- 125000000623 heterocyclic group Chemical group 0.000 description 21
- 125000005843 halogen group Chemical group 0.000 description 16
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 15
- 125000004429 atom Chemical group 0.000 description 14
- 125000001424 substituent group Chemical group 0.000 description 14
- 150000003384 small molecules Chemical class 0.000 description 13
- 229910052731 fluorine Inorganic materials 0.000 description 12
- 229910052739 hydrogen Inorganic materials 0.000 description 12
- 239000001257 hydrogen Substances 0.000 description 12
- 239000002019 doping agent Substances 0.000 description 10
- 229910052736 halogen Inorganic materials 0.000 description 10
- 150000002367 halogens Chemical class 0.000 description 10
- 230000032258 transport Effects 0.000 description 10
- 150000004982 aromatic amines Chemical class 0.000 description 9
- 125000001153 fluoro group Chemical group F* 0.000 description 9
- -1 aminophenyl group Chemical group 0.000 description 8
- 238000004770 highest occupied molecular orbital Methods 0.000 description 8
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 8
- 101100394073 Caenorhabditis elegans hil-1 gene Proteins 0.000 description 7
- 125000003342 alkenyl group Chemical group 0.000 description 7
- 125000000304 alkynyl group Chemical group 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- 125000004665 trialkylsilyl group Chemical group 0.000 description 7
- 150000001408 amides Chemical class 0.000 description 6
- 125000000732 arylene group Chemical group 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 125000003709 fluoroalkyl group Chemical group 0.000 description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 6
- 239000011368 organic material Substances 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- 150000003462 sulfoxides Chemical class 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 239000000412 dendrimer Substances 0.000 description 5
- 229920000736 dendritic polymer Polymers 0.000 description 5
- 125000005549 heteroarylene group Chemical group 0.000 description 5
- 239000003446 ligand Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 125000006574 non-aromatic ring group Chemical group 0.000 description 5
- 230000005693 optoelectronics Effects 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 4
- 238000010129 solution processing Methods 0.000 description 4
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 description 3
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 3
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 description 3
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 description 3
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 3
- 101100506090 Caenorhabditis elegans hil-2 gene Proteins 0.000 description 3
- 101100069853 Caenorhabditis elegans hil-3 gene Proteins 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- 229920000144 PEDOT:PSS Polymers 0.000 description 3
- 125000004450 alkenylene group Chemical group 0.000 description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
- 125000002947 alkylene group Chemical group 0.000 description 3
- 125000005110 aryl thio group Chemical group 0.000 description 3
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 3
- 125000005567 fluorenylene group Chemical group 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 229940124530 sulfonamide Drugs 0.000 description 3
- 150000003456 sulfonamides Chemical class 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 3
- 238000002207 thermal evaporation Methods 0.000 description 3
- 230000008901 benefit Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- UEEXRMUCXBPYOV-UHFFFAOYSA-N iridium;2-phenylpyridine Chemical group [Ir].C1=CC=CC=C1C1=CC=CC=N1.C1=CC=CC=C1C1=CC=CC=N1.C1=CC=CC=C1C1=CC=CC=N1 UEEXRMUCXBPYOV-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000059 patterning Methods 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- RICKKZXCGCSLIU-UHFFFAOYSA-N 2-[2-[carboxymethyl-[[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methyl]amino]ethyl-[[3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl]methyl]amino]acetic acid Chemical compound CC1=NC=C(CO)C(CN(CCN(CC(O)=O)CC=2C(=C(C)N=CC=2CO)O)CC(O)=O)=C1O RICKKZXCGCSLIU-UHFFFAOYSA-N 0.000 description 1
- DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical group C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 1
- DIVZFUBWFAOMCW-UHFFFAOYSA-N 4-n-(3-methylphenyl)-1-n,1-n-bis[4-(n-(3-methylphenyl)anilino)phenyl]-4-n-phenylbenzene-1,4-diamine Chemical group CC1=CC=CC(N(C=2C=CC=CC=2)C=2C=CC(=CC=2)N(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C(C)C=CC=2)C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C(C)C=CC=2)=C1 DIVZFUBWFAOMCW-UHFFFAOYSA-N 0.000 description 1
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical group 0.000 description 1
- 238000013086 organic photovoltaic Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
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- 238000011160 research Methods 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 238000004544 sputter deposition Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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- 238000007740 vapor deposition Methods 0.000 description 1
- 238000001947 vapour-phase growth Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 238000003466 welding Methods 0.000 description 1
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- H—ELECTRICITY
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
- H10K85/636—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
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- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/14—Carrier transporting layers
- H10K50/15—Hole transporting layers
- H10K50/155—Hole transporting layers comprising dopants
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- H10K50/17—Carrier injection layers
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- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
- H10K85/1135—Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
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- H10K85/30—Coordination compounds
- H10K85/321—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
- H10K85/324—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3] comprising aluminium, e.g. Alq3
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- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/622—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing four rings, e.g. pyrene
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- H10K85/342—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
Description
有機発光デバイスを作製する方法を提供する。この方法は、電極を準備する工程、溶液法によってその電極と接触する第一の有機層を堆積させる工程、及びその第一の有機層を加熱して、非極性溶媒に不溶性である層を形成させる工程を含む。好ましくは、その電極はアノードであり、第一の有機層はそのアノードと接触して堆積される。
Y5〜Y7は独立に水素原子、フルオロアルキル基、アルキル基、アリール基、又はヘテロ環基であり;且つ、Y6及びY7は環を形成していてもよい。
一般に、OLEDは、アノードとカソードとの間に配置され且つそれらと電気的に接続された少なくとも1つの有機層を含む。電流が流された場合、有機層(1又は複数)にアノードは正孔を注入し、カソードは電子を注入する。注入された正孔と電子はそれぞれ反対に帯電した電極に向かって移動する。電子と正孔が同じ分子上に局在する場合、励起エネルギー状態を有する局在化された電子−正孔対である「励起子」が形成される。励起子が発光機構によって緩和するときに光が発せられる。いくつかの場合には、励起子はエキシマー又はエキシプレックス上に局在化されうる。非放射機構、例えば、熱緩和も起こりうるが、通常は好ましくないと考えられる。
及び、Baldoら,“Very high-efficiency green organic light-emitting devices based on electrophosphorescence”, Appl. Phys. Lett., vol. 75, No. 3, 4-6 (1999) (“Baldo-II”)、これらを参照により全体を援用する。燐光は、米国特許第7,279,704号明細書の第5〜6欄に、より詳細に記載されており、これを参照により援用する。
有機電子供与体及び有機電子受容体を含む有機層を溶液堆積させることによる有機発光デバイスの作製方法であって、この方法によって非極性溶媒に対して不溶性の層が形成される方法を提供する。好ましくは、この有機層はデバイス中の正孔注入層(HIL)を形成する。HILはOLED中で特に重要な有機層であり、なぜなら、それは発光層中の発光物質に正孔を提供することを助けるからである。
Y5〜Y7は独立に、水素原子、フルオロアルキル基、アルキル基、アリール基、又はヘテロ環基であり;且つ、Y6及びY7は環を形成していてもよい;
Y5〜Y7は独立に、水素原子、フルオロアルキル基、アルキル基、アリール基、又はヘテロ環基であり;且つ、Y6及びY7は環を形成していてもよい;
Claims (19)
- 有機発光デバイスの製造方法であって、
電極を準備する工程;
溶液法によって前記電極と接触する第一の有機層を堆積させる工程
〔ここで、前記第一の有機層は、下記式:
で表される有機電子受容体と、下記式:
Ar3及びAr4のそれぞれは独立に、置換もしくは非置換のC6〜C30アリール基、又は置換もしくは非置換のC2〜C30ヘテロアリール基である)
で表される有機電子供与体を含む。〕;及び
前記第一の有機層を加熱して、非極性溶媒に不溶性である層を形成させる工程
を含み、
前記第一の有機層が正孔注入層である、製造方法。 - 有機発光デバイスの製造方法であって、
電極を準備する工程;
溶液法によって前記電極と接触する第一の有機層を堆積させる工程
〔ここで、前記第一の有機層は、下記式:
で表される有機電子受容体と、下記式:
前記第一の有機層を加熱して、非極性溶媒に不溶性である層を形成させる工程
を含み、
前記第一の有機層が正孔注入層である、製造方法。 - 前記非極性溶媒が、ベンゼン、四塩化炭素、シクロヘキサン、1,2−ジクロロエタン、ジクロロメタン、ジエチルエーテル、ヘプタン、ヘキサン、メチル−t−ブチルエーテル、ペンタン、ジイソプロピルエーテル、トルエン、及びキシレンからなる群から選択される、請求項1又は2に記載の方法。
- 前記非極性溶媒がトルエンである、請求項1又は2に記載の方法。
- 前記電極がアノードであり、前記第一の有機層が前記アノードと接触して堆積される、請求項1又は2に記載の方法。
- 非極性溶媒を含む第二の有機層が前記第一の有機層の上に堆積され、且つ前記第一の有機層が前記第二の有機層中の前記非極性溶媒に不溶である、請求項1又は2に記載の方法。
- 前記第二の有機層が、正孔輸送層、正孔阻止層、電子輸送層、電子注入層、又は発光層である、請求項6に記載の方法。
- 前記溶液法がスピンコーティング又はインクジェット印刷である、請求項1又は2に記載の方法。
- 前記有機電子受容体と前記有機電子供与体が1:1又は2:1のモル比で混合される、請求項1又は2に記載の方法。
- 非極性溶媒に不溶性である層が、前記第一の有機層の組成物を100℃以上且つ250℃以下の温度で加熱した場合に形成される、請求項1又は2に記載の方法。
- 有機発光デバイスを含む第一のデバイスであって、さらに、
アノード;
カソード;及び
前記アノードとカソードの間に配置された第一の有機層を含み、
前記第一の有機層が、下記式:
で表される有機電子受容体と、下記式:
Ar3及びAr4のそれぞれは独立に、置換もしくは非置換のC6〜C30アリール基、又は置換もしくは非置換のC2〜C30ヘテロアリール基である)
で表される有機電子供与体とを含み、前記前記第一の有機層が正孔注入層であり;且つ、
前記有機電子受容体と前記有機電子供与体が、それらの組成物を加熱した場合に非極性溶媒に不溶性である層を形成している、第一のデバイス。 - 有機発光デバイスを含む第一のデバイスであって、さらに、
アノード;
カソード;及び
前記アノードとカソードの間に配置された第一の有機層を含み、
前記第一の有機層が、下記式:
で表される有機電子受容体と、下記式:
前記有機電子受容体と前記有機電子供与体が、それらの組成物を加熱した場合に非極性溶媒に不溶性である有機層を形成している、第一のデバイス。 - 前記非極性溶媒が、ベンゼン、四塩化炭素、シクロヘキサン、1,2−ジクロロエタン、ジクロロメタン、ジエチルエーテル、ヘプタン、ヘキサン、メチル−t−ブチルエーテル、ペンタン、ジイソプロピルエーテル、トルエン、及びキシレンからなる群から選択される、請求項11又は12に記載のデバイス。
- 前記非極性溶媒がトルエンである、請求項13に記載のデバイス。
- 前記第一の有機層が前記アノードと接触して堆積されている、請求項11又は12に記載のデバイス。
- 非極性溶媒を含む第二の有機層が前記第一の有機層の上に堆積されており、且つ前記第一の有機層が前記第二の有機層中の前記非極性溶媒に不溶性である、請求項11又は12に記載のデバイス。
- 前記第一のデバイスが消費者製品である、請求項11又は12に記載のデバイス。
- 前記第一のデバイスが有機発光デバイスである、請求項11又は12に記載のデバイス。
- 前記有機電子受容体と前記有機電子供与体が1:1又は2:1のモル比で混合されている、請求項11又は12に記載のデバイス。
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WO2011119162A1 (en) | 2011-09-29 |
US8963132B2 (en) | 2015-02-24 |
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TWI530484B (zh) | 2016-04-21 |
EP2550690B1 (en) | 2018-12-26 |
KR101910331B1 (ko) | 2018-10-19 |
KR101823602B1 (ko) | 2018-01-30 |
EP2550690A1 (en) | 2013-01-30 |
US20130112951A1 (en) | 2013-05-09 |
CN102823013A (zh) | 2012-12-12 |
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